US7799927B2 - Indolestyryl compound and high density recording media utilizing the same - Google Patents
Indolestyryl compound and high density recording media utilizing the same Download PDFInfo
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- US7799927B2 US7799927B2 US11/410,967 US41096706A US7799927B2 US 7799927 B2 US7799927 B2 US 7799927B2 US 41096706 A US41096706 A US 41096706A US 7799927 B2 US7799927 B2 US 7799927B2
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- indolestyryl
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- 0 C.C.[10*]C.[2*]C.[5*]/C(C1=[N+](CC2=CC=CC=C2)CC[Y]1([7*])[8*])=C(\[6*])C Chemical compound C.C.[10*]C.[2*]C.[5*]/C(C1=[N+](CC2=CC=CC=C2)CC[Y]1([7*])[8*])=C(\[6*])C 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Cc1ccccc1 Chemical compound Cc1ccccc1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- HPOTZLHYKZJPMI-UHFFFAOYSA-H CC(C)C1=CC=C(OC(=O)C2=CC=C(C[N+]3=C(C=CN(C)C)C(C)(C)C4=CC=CC=C43)C=C2)C=C1.F[Sb](F)(F)(F)F.[F-] Chemical compound CC(C)C1=CC=C(OC(=O)C2=CC=C(C[N+]3=C(C=CN(C)C)C(C)(C)C4=CC=CC=C43)C=C2)C=C1.F[Sb](F)(F)(F)F.[F-] HPOTZLHYKZJPMI-UHFFFAOYSA-H 0.000 description 2
- XMCGTFOQBSLFOS-PHLXFEBMSA-F CCN(CC)C1=CC=C2N=NC3=CC=C(C)C=C3OC3(OC2=C1)OC1=C(C=CC(C)=C1)N=NC1=C(C=C(N(CC)CC)C=C1)O3.CCN1C(=S)NC2=C1O[Ni]1(OC3=CC=C(/N=N/O)C=C3N=N2)OC2=C(C=C(C)C=C2)N=NC2=C(O1)N(CC)C(=S)N2.CCN1C(=S)SC2=C1OC1(OC3=CC=C(/N=N/O)C=C3N=N2)OC2=C(C=C(C)C=C2)N=NC2=C(O1)N(CC)C(=S)S2.[C-]#[N+]C1=C([N+]#[C-])S[Ni]2(SC(C#N)=C(C#N)S2)S1 Chemical compound CCN(CC)C1=CC=C2N=NC3=CC=C(C)C=C3OC3(OC2=C1)OC1=C(C=CC(C)=C1)N=NC1=C(C=C(N(CC)CC)C=C1)O3.CCN1C(=S)NC2=C1O[Ni]1(OC3=CC=C(/N=N/O)C=C3N=N2)OC2=C(C=C(C)C=C2)N=NC2=C(O1)N(CC)C(=S)N2.CCN1C(=S)SC2=C1OC1(OC3=CC=C(/N=N/O)C=C3N=N2)OC2=C(C=C(C)C=C2)N=NC2=C(O1)N(CC)C(=S)S2.[C-]#[N+]C1=C([N+]#[C-])S[Ni]2(SC(C#N)=C(C#N)S2)S1 XMCGTFOQBSLFOS-PHLXFEBMSA-F 0.000 description 2
- WLMCHNCDXSBPKW-UHFFFAOYSA-N CC1=[N+](CC2=CC=C(C(=O)OC3=CC=C(C(C)C)C=C3)C=C2)C2=CC=CC=C2C1(C)C.COC(=O)C1=CC=C(C[N+]2=C(C)C(C)(C)C3=CC=CC=C32)C=C1.[I-].[I-] Chemical compound CC1=[N+](CC2=CC=C(C(=O)OC3=CC=C(C(C)C)C=C3)C=C2)C2=CC=CC=C2C1(C)C.COC(=O)C1=CC=C(C[N+]2=C(C)C(C)(C)C3=CC=CC=C32)C=C1.[I-].[I-] WLMCHNCDXSBPKW-UHFFFAOYSA-N 0.000 description 1
- UYCHGZNIOMZCKF-UHFFFAOYSA-N CC1=[N+](CC2=CC=C(C(=O)OC3=CC=C(C(C)C)C=C3)C=C2)C2=CC=CC=C2C1(C)C.[I-] Chemical compound CC1=[N+](CC2=CC=C(C(=O)OC3=CC=C(C(C)C)C=C3)C=C2)C2=CC=CC=C2C1(C)C.[I-] UYCHGZNIOMZCKF-UHFFFAOYSA-N 0.000 description 1
- PRKMMGWAVNCZLA-UHFFFAOYSA-N CC1=[N+](CC2=CC=CC=C2)C2=CC=CC=C2C1(C)C.[I-] Chemical compound CC1=[N+](CC2=CC=CC=C2)C2=CC=CC=C2C1(C)C.[I-] PRKMMGWAVNCZLA-UHFFFAOYSA-N 0.000 description 1
- BVQZIVNEVGDNKC-UHFFFAOYSA-H CN(C)C=CC1=[N+](CC2=CC=CC=C2)C2=CC=CC=C2C1(C)C.F[Sb](F)(F)(F)F.[F-] Chemical compound CN(C)C=CC1=[N+](CC2=CC=CC=C2)C2=CC=CC=C2C1(C)C.F[Sb](F)(F)(F)F.[F-] BVQZIVNEVGDNKC-UHFFFAOYSA-H 0.000 description 1
- GABFTWCYBSHYGS-UHFFFAOYSA-M COC(=O)C1=CC=C(C[N+]2=C(C=CN(C)C)C(C)(C)C3=CC=CC=C32)C=C1.O=Cl(=O)(=O)[O-] Chemical compound COC(=O)C1=CC=C(C[N+]2=C(C=CN(C)C)C(C)(C)C3=CC=CC=C32)C=C1.O=Cl(=O)(=O)[O-] GABFTWCYBSHYGS-UHFFFAOYSA-M 0.000 description 1
- DRKSAVXWJKXVGV-UHFFFAOYSA-N COC(=O)C1=CC=C(C[N+]2=C(C=CN(C)C)C(C)(C)C3=CC=CC=C32)C=C1.[I-] Chemical compound COC(=O)C1=CC=C(C[N+]2=C(C=CN(C)C)C(C)(C)C3=CC=CC=C32)C=C1.[I-] DRKSAVXWJKXVGV-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/249—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds
- G11B7/2495—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds as anions
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B2007/24612—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes two or more dyes in one layer
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B7/2467—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes azo-dyes
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B7/247—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes
- G11B7/2472—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes cyanine
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B7/247—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes
- G11B7/2478—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes oxonol
Definitions
- the invention relates to an indolestyryl compound, and in particular relates to an indolestyryl compound used in a high density recording medium.
- the invention provides an indolestyryl compound having formula (I):
- Z 1 comprises benzene, naphthalene, or heterocyclic ring containing O, S, or N
- R 2 comprises H, halogen atoms, C 1-5 alkyl, nitro, ester, carboxyl, sulfo, sulfonamide, sulfuric ester, amide, C 1-3 alkoxy, amino, alkylamino, cyano, C 1-6 alkylsulfonyl, or C 2-7 alkoxy carbonyl
- R 3 , R 4 , R 5 , and R 6 comprise H, alkyl, aralkyl, or heterocyclic ring containing O, S, or N
- R 7 and R 8 comprise H or alkyl
- R 10 comprises H; alkyl, halogen atoms, nitro, hydroxyl, amino, ester, or substituted or non-substituted sulfonyl
- W comprises carbon or nitrogen
- Y comprises carbon, oxygen, sulfur, selenium, —NR,
- the invention also provides a high density recording medium comprising a first substrate, a recording layer formed thereon comprising the disclosed indolestyryl compound, a reflective layer formed on the recording layer, and a second substrate formed on the reflective layer.
- the invention further provides a high density recording medium comprising a first substrate, a reflective layer formed thereon, a recording layer formed on the reflective layer comprising the disclosed indolestyryl compound, and a protective layer formed on the recording layer.
- FIG. 1 is a cross section of a high density recording medium of the invention.
- FIG. 2 is a cross section of another high density recording medium of the invention.
- the invention provides an indolestyryl compound having formula (I):
- Z 1 may comprise benzene, naphthalene, or heterocyclic ring containing O, S, or N.
- the heterocyclic ring containing O, S, or N may comprise furan, pyrazine, pyrrole, pyrazole, pyridazine, pyridine, pyridone, pyrimidine, thiazole, thiophene, quinine, and isoquinine.
- R 2 may comprise H, halogen atoms, C 1-5 alkyl, nitro, ester, carboxyl, sulfo, sulfonamide, sulfuric ester, amide, C 1-3 alkoxy, amino, alkylamino, cyano, C 1-6 alkylsulfonyl, or C 2-7 alkoxy carbonyl.
- R 3 , R 4 , R 5 , and R 6 may comprise H, alkyl, aralkyl, or heterocyclic ring containing O, S, or N.
- R 3 and R 4 may be joined to a W atom or R 5 and R 6 may be joined together to form a ring.
- Substituted groups in R 3 , R 4 , R 5 , and R 6 may comprise H, halogen atoms, alkyl, alkyl halide, nitro, cyano, hydroxyl, carboxyl, ester, sulfo, sulfuric ester, or sulfoamide.
- R 7 and R 8 may comprise H or alkyl.
- R 10 may comprise H, alkyl, halogen atoms, nitro, hydroxyl, amino, ester, or substituted or non-substituted sulfonyl.
- W may be carbon or nitrogen atom.
- Y may be carbon, oxygen, sulfur, selenium, —NR, or —C(CH 3 ) 2 , wherein R is C 1-5 alkyl.
- m is 1 ⁇ 3 and X 1 may be anionic groups or anionic organometallic complexes.
- the anionic groups may comprise halogen atoms, ClO 4 ⁇ , BF 4 ⁇ , PF 6 ⁇ , BPh 4 ⁇ , SbF 6 ⁇ , tetracyano p-quinodimethane (TCNQ ⁇ ), tetracyano ethylene (TCNE ⁇ ), or benzene sulfonate.
- the anionic organometallic complexes may comprise
- the disclosed indolestyryl compound has an absorbing wavelength of about 300 ⁇ 500 nm, an absorbing coefficient ( ⁇ ) exceeding 1 ⁇ 10 4 , and solubility exceeding 1% in organic solvent such as C 1-6 alcohol, C 1-6 ketone, C 1-6 ether, dibutyl ether (DBE), halide, or amide.
- organic solvent such as C 1-6 alcohol, C 1-6 ketone, C 1-6 ether, dibutyl ether (DBE), halide, or amide.
- the disclosed indolestyryl compound has formula (II):
- Z 1 may comprise benzene, naphthalene, or heterocyclic ring containing O, S, or N.
- R 2 may comprise H, halogen atoms, C 1-5 alkyl, nitro, ester, carboxyl, sulfo, sulfonamide, sulfuric ester, amide, C 1-3 alkoxy, amino, alkylamino, cyano, C 1-6 alkylsulfonyl, or C 2-7 alkoxy carbonyl.
- R 3 , R 4 , R 5 , and R 6 may comprise H, alkyl, aralkyl, or heterocyclic ring containing O, S, or N.
- R 7 and R 8 may comprise H or alkyl.
- R 9 may comprise H, alkyl, or substituted or non-substituted benzene or naphthalene.
- W may be carbon or nitrogen.
- Y may be carbon, oxygen, sulfur, selenium, —NR, or —C(CH 3 ) 2 , wherein R is C 1-5 alkyl.
- m is 1 ⁇ 3 and X 1 may be anionic groups or anionic organometallic complexes.
- the indolestyryl compound provided by the invention comprises
- the indolestyryl compound of formula (I) is prepared as follows. A compound such as
- an indolestyryl compound is prepared after extracting solvent.
- the indolestyryl compound, solvent such as methanol or ethanol, and a metal salt are then added to a flask and reacted overnight.
- the metal salt may comprise Li, Na, or K salt such as NaSbF 6 , NaClO 4 , or NaPF 6 . After cooling to room temperature and filtration, an indolestyryl compound is produced.
- the invention also provides a high density recording medium comprising a first substrate, a recording layer formed thereon comprising the disclosed indolestyryl compound, a reflective layer formed on the recording layer, and a second substrate formed on the reflective layer.
- the invention further provides a high density recording medium comprising a first substrate, a reflective layer formed thereon, a recording layer formed on the reflective layer comprising the disclosed indolestyryl compound, and a protective layer formed on the recording layer.
- the first substrate is a transparent substrate having trenches.
- the second substrate is a transparent substrate without trenches.
- the first and second substrates may comprise polyester, polycarbonate ester, polyolefin, or metallocene based cyclic olefin copolymer.
- the recording layer has a thickness of about 50 ⁇ 300 nm and further comprises cyanine dye, azo metal chelate compounds, or oxonol compounds.
- the indolestyryl compound and cyanine dye, azo metal chelate compounds, or oxonol compounds have a weight ratio of about 1:99 ⁇ 99:1.
- the reflective layer may comprise Au, Ag, Al, Si, Cu, Cr, Ti, or alloys thereof.
- the high density recording medium has a reflectance of about 40 ⁇ 60%.
- the high density recording medium may be a high density Disk-Recordable (HD DVD-R and BD-R).
- a method of fabricating a high density recording medium is provided.
- a first substrate is provided and a solution containing an indolestyryl compound and solvent prepared simultaneously.
- the solvent may comprise C 1-6 alcohol, C 1-6 ketone, C 1-6 ether, dibutyl ether (DBE), halide, or amide.
- the C 1-6 alcohol may be methanol, ethanol, isopropanol, diacetone alcohol (DAA), 2,2,3,3-tetrafluoropropanol (TFP), trichloroethanol, 2-chloroethanol, octafluoropentanol, or hexafluorobutanol.
- the C 1-6 ketone may be acetone, methyl isobutyl ketone (MIBK), methyl ethyl ketone (MEK), or 3-hydroxy-3-methyl-2-butanone.
- the halide may be chloroform, dichloromethane, or 1-chlorobutane.
- the amide may be dimethyl formamide (DMF), dimethyl acetamide (DMA), or methyl cyclohexane (MCH).
- the solution is then coated on the first substrate and dried to form a recording layer, utilizing spin coating, vacuum deposition, spray coating, immersion coating, stick coating, fluid coating, print coating, or tape coating, preferably spin coating.
- a reflective layer is sputtered on the recording layer.
- a second substrate is bonded to the reflective layer to form a high density recording medium utilizing spin coating, printing coating, thermal melted-glue, or double-faced tape bonding.
- a protective layer may be coated on the reflective layer before the second substrate is bonded.
- a method of fabricating a high density recording medium is also provided.
- a first substrate is provided.
- a reflective layer is sputtered on the substrate.
- a solution containing an indolestyryl compound and solvent is prepared simultaneously.
- the solvent may comprise C 1-6 alcohol, C 1-6 ketone, C 1-6 ether, dibutyl ether (DBE), halide, or amide.
- the C 1-6 alcohol may be methanol, ethanol, isopropanol, diacetone alcohol (DAA), 2,2,3,3-tetrafluoropropanol (TFP), trichloroethanol, 2-chloroethanol, octafluoropentanol, or hexafluorobutanol.
- the C 1-6 ketone may be acetone, methyl isobutyl ketone (MIBK), methyl ethyl ketone (MEK), or 3-hydroxy-3-methyl-2-butanone.
- the halide may be chloroform, dichloromethane, or 1-chlorobutane.
- the amide may be dimethyl formamide (DMF), dimethyl acetamide (DMA), or methyl cyclohexane (MCH).
- the solution is then coated on the reflective layer and dried to form a recording layer, utilizing spin coating, vacuum deposition, spray coating, immersion coating, stick coating, fluid coating, print coating, or tape coating, preferably spin coating. Finally, a protective layer is coated on the recording layer to form a high density recording medium.
- the photoelectrical properties for example maximum absorbing wavelength, absorbing coefficient, degradation temperature and eflectance
- the variables Z 1 , R 2 , R 3 , R 4 , R 10 , m and X 1 have effects on the photoelectrical
- FIGS. 1 and 2 two methods of fabricating high density recording mediums are disclosed according to the following examples.
- a polycarbonate ester first substrate 10 at a diameter of 120 mm and a thickness of 0.6 mm having trenches 12 at a depth of 122 nm and a width of 400 nm was provided.
- a solution (1.5 wt %) containing a compound 2 and 2,2,3,3-tetrafluoropropanol (TFP) was prepared simultaneously.
- the solution was coated on the first substrate 10 by spin coating and dried at 80° C. for 5 min to form a recording layer 20 .
- An Ag layer was then sputtered on the recording layer 20 to form a reflective layer 30 at a thickness of 150 nm.
- a second substrate 40 was bonded to the reflective layer 30 to form a blue-laser high density recording medium.
- a UV resin was coated on the reflective layer 30 to form a protective layer of about 10 ⁇ m (not shown) before the second substrate 40 was bonded.
- the disk had a reflectance of about 43% under 405 nm.
- a polycarbonate ester first substrate 10 at a diameter of 120 mm and a thickness of 1.1 mm having trenches 12 at a depth of 122 nm and a width of 400 nm was provided.
- an Ag layer was sputtered on the first substrate 10 to form a reflective layer 50 at a thickness of 150 nm.
- a solution (1.5 wt %) containing a compound 3 and 2,2,3,3-tetrafluoropropanol (TFP) was prepared simultaneously.
- the solution was coated on the reflective layer 50 by spin coating and dried at 80° C. for 5 min to form a recording layer 60 .
- a UV resin was coated on the recording layer 60 to form a protective layer 70 of about 10 ⁇ m.
- the disk had a reflectance of about 42% under 405 nm.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Indole Compounds (AREA)
Abstract
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- wherein Z1 comprises benzene, naphthalene, or heterocyclic ring containing O, S, or N, R2 comprises H, halogen atoms, C1-5 alkyl, nitro, ester, carboxyl, sulfo, sulfonamide, sulfuric ester, amide, C1-3 alkoxy, amino, alkylamino, cyano, C1-6 alkylsulfonyl, or C2-7 alkoxy carbonyl, R3, R4, R5, and R6 comprise H, alkyl, aralkyl, or heterocyclic ring containing O, S, or N, R7 and R8 comprise H or alkyl, R10 comprises H, alkyl, halogen atoms, nitro, hydroxyl, amino, ester, or substituted or non-substituted sulfonyl, W comprises carbon or nitrogen, Y comprises carbon, oxygen, sulfur, selenium, —NR, or —C(CH3)2, m is 1˜3, and X1 comprises an anionic group or an anionic organometallic complex, wherein R3 and R4 are joined to a nitrogen atom or R5 and R6 are joined together to form a ring, and R bonded to nitrogen is C1-5 alkyl.
Description
solvent such as ethanol or methanol, and an aldehyde compound such as N,N,-dimethylformaldehyde (DMF) are added to a flask and reacted for 20˜24 hours. An indolestyryl compound is prepared after extracting solvent. The indolestyryl compound, solvent such as methanol or ethanol, and a metal salt are then added to a flask and reacted overnight. The metal salt may comprise Li, Na, or K salt such as NaSbF6, NaClO4, or NaPF6. After cooling to room temperature and filtration, an indolestyryl compound is produced.
2.92 g N,N-dimethylformaldehyde, and 50 ml methanol were added to a flask and reacted overnight. After cooling to room temperature and filtration, 2.55 g brown compound 1 was prepared with yield of 52%. Compound 1 had a maximum absorbing wavelength of 371 nm in methanol.
5.85 g N,N-dimethylformaldehyde, and 50 ml methanol were added to a flask and reacted overnight. After cooling to room temperature and filtration, 10.22 g brown solid compound was prepared. 5.94 g brown solid compound, 5.16 g NaSbF6, and 50 ml methanol were then added to a flask and reacted overnight. After cooling to room temperature and filtration, 6.4 g red-brown compound 3 was prepared with yield of 91%. Compound 3 had a maximum absorbing wavelength of 373 nm in methanol.
0.43 g N,N-dimethylformaldehyde, and 50 ml methanol were added to a flask and reacted overnight. After cooling to room temperature and filtration, 1.2 g brown solid compound was prepared. 1 g brown solid compound, 0.66 g NaSbF6, and 50 ml methanol were then added to a flask and reacted overnight. After cooling to room temperature and filtration, 0.45 g red-brown compound 4 was prepared with yield of 36%. Compound 4 had a maximum absorbing wavelength of 371 nm in methanol.
TABLE 1 | |||||
Maximum | |||||
absorbing | Absorbing | Degradation | |||
wavelengths (nm) | coefficient | temperature | Reflectance |
Compounds | methanol | film | (×104) | (° C.) | (%) |
1 | 371 | 378 | 7.64 | 182.6 | 41 |
2 | 371 | 378 | 7.53 | 190.2 | 43 |
3 | 373 | 379 | 7.98 | 192.1 | 42 |
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TW95108963 | 2006-03-16 | ||
TW095108963A TWI298063B (en) | 2006-03-16 | 2006-03-16 | Indolestyryl compounds and high density rrcording medium including the same |
TW95108963A | 2006-03-16 |
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US20070219377A1 US20070219377A1 (en) | 2007-09-20 |
US7799927B2 true US7799927B2 (en) | 2010-09-21 |
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US11/410,967 Expired - Fee Related US7799927B2 (en) | 2006-03-16 | 2006-04-26 | Indolestyryl compound and high density recording media utilizing the same |
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TW (1) | TWI298063B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20090029088A1 (en) * | 2006-03-14 | 2009-01-29 | Adeka Corporation | Optical recording medium |
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JP2002002117A (en) | 2000-04-17 | 2002-01-08 | Mitsubishi Chemicals Corp | Optical recording medium |
US20020028918A1 (en) | 2000-07-05 | 2002-03-07 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Styryl dyes |
US20020034605A1 (en) | 2000-08-25 | 2002-03-21 | Kabushi Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Optical recording media |
US6379768B1 (en) | 1999-09-08 | 2002-04-30 | Fuji Photo Film Co., Ltd. | Optical information recording medium |
US20030203148A1 (en) | 2002-04-19 | 2003-10-30 | Chien-Liang Huang | Indolestyryl compounds and their uses in high-density recording media |
TW593564B (en) | 2002-04-19 | 2004-06-21 | Ind Tech Res Inst | New benzoindole styryl compounds and its use for a high density optical recording medium |
TW200512190A (en) | 2003-09-23 | 2005-04-01 | Ind Tech Res Inst | Indolestyryl compounds and use thereof for a high density recording medium and method for producing the same |
US20050244576A1 (en) * | 2001-06-06 | 2005-11-03 | Uponor Innovation Ab, A Fristad, Sweden Corporation | Multilayer pipe and method for manufacturing one |
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2006
- 2006-03-16 TW TW095108963A patent/TWI298063B/en not_active IP Right Cessation
- 2006-04-26 US US11/410,967 patent/US7799927B2/en not_active Expired - Fee Related
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Publication number | Priority date | Publication date | Assignee | Title |
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US6379768B1 (en) | 1999-09-08 | 2002-04-30 | Fuji Photo Film Co., Ltd. | Optical information recording medium |
JP2002002117A (en) | 2000-04-17 | 2002-01-08 | Mitsubishi Chemicals Corp | Optical recording medium |
US20020028918A1 (en) | 2000-07-05 | 2002-03-07 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Styryl dyes |
US20020034605A1 (en) | 2000-08-25 | 2002-03-21 | Kabushi Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Optical recording media |
US20050244576A1 (en) * | 2001-06-06 | 2005-11-03 | Uponor Innovation Ab, A Fristad, Sweden Corporation | Multilayer pipe and method for manufacturing one |
US20030203148A1 (en) | 2002-04-19 | 2003-10-30 | Chien-Liang Huang | Indolestyryl compounds and their uses in high-density recording media |
TW593564B (en) | 2002-04-19 | 2004-06-21 | Ind Tech Res Inst | New benzoindole styryl compounds and its use for a high density optical recording medium |
TW200512190A (en) | 2003-09-23 | 2005-04-01 | Ind Tech Res Inst | Indolestyryl compounds and use thereof for a high density recording medium and method for producing the same |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20090029088A1 (en) * | 2006-03-14 | 2009-01-29 | Adeka Corporation | Optical recording medium |
US8197923B2 (en) * | 2006-03-14 | 2012-06-12 | Adeka Corporation | Optical recording medium |
Also Published As
Publication number | Publication date |
---|---|
US20070219377A1 (en) | 2007-09-20 |
TW200736219A (en) | 2007-10-01 |
TWI298063B (en) | 2008-06-21 |
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